Immunostimulating 7-deaza-7-oxa- and 7-deaza-7-oxo-analogs of 8-substituted-guanine-9-(1'-beta-D-aldoglycosidyl) derivatives and methods of treating test animals

Abstract

An immune response-enhancing guanosine analog derivative having a structure that conforms to the formula ##STR1## wherein Z is oxygen (O) or sulfur (S); X is oxygen (O), sulfur (S) selenium (Se) or cyanimino (NCN); and R 1 is an aldoglycoside is disclosed. Also disclosed are a composition containing the guanosine analog derivative as active ingredient and a method of using the composition for immunostimulation.

What is claimed is: 
     
       1. A method for enhancing the antigen-specific humoral immune response of B lymphocytes in a test animal comprising the steps of: contacting B lymphocytes with a composition containing a diluent amount of a physiologically tolerable carrier with an immune response-enhancing effective amount of an active ingredient that is a guanosine analog derivative whose structure conforms to that of the formula ##STR25##  wherein Z is O or S;   X is O or S;   R 1  is 1'-beta-D-ribofuranosidyl and its C 1  -C 6  alkyl, C 1  -C 6  alkanoyl, C 1  -C 6  alkylidene, benzyl and benzoyl derivatives, and the pharmaceutically acceptable non-toxic, base addition salts of said guanine analog derivative; and   maintaining said contact for a time period sufficient to said B lymphocytes to enhance their response.   
     
     
       2. The method according to claim 1 wherein said guaosine analog derivative is 7-deaza-7-oxa-8-thio-9,1'-beta-D-ribofuranosidyl guanine. 
     
     
       3. The method according to claim 1 wherein said guanosine analog derivative is 7-deaza-7-oxa-8-oxo-9,1'-beta-D-ribofuranosidyl guanine. 
     
     
       4. A guanosine analog derivative whose structure conforms to that of the formula ##STR26## wherein Z is O; X is O or S; and   R 1  is 1'-beta-D-ribofuranosidyl and its O-substituted C 1  -C 6  alkyl, C 1  -C 6  alkanoyl, 2',3'-C 1  -C 6  alkylidene, benzyl and benzoyl derivatives, and the pharmaceutically acceptable non-toxic, base addition salts of said guanosine analog.   
     
     
       5. A guanosine analog derivative whose structure conforms to that of the formula ##STR27## wherein Z is O; X is O or S; and   R 1  is 1'-beta-D-ribofuranosidyl and the pharmaceutically acceptable non-toxic, base addition salts of said guanosine analog.   
     
     
       6. 7-Deaza-7-oxa-8-oxo-9-(1'-beta-D-ribofuranosidyl)guanine. 
     
     
       7. 7-Deaza-7-oxa-8-oxo-9-(1'-beta-D-2'-deoxyribofuranosidyl)guanine.